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Pilot Assessments

Lead Captain (PIC) — Challenger 350 | GYY-Based, Chicago Area

wheeling, IL

Check who can apply and the requirements below before continuing.

About this opportunity

Pilot Assessments lists this Lead Captain (PIC) — Challenger 350 | GYY-Based, Chicago Area opportunity in wheeling, Illinois. Review the employer’s description below for duties, qualifications and application requirements.

Job description

The Opportunity

Own the standard of excellence for a Challenger 350 operation. You’ll lead daily flight readiness, champion safety and compliance, and deliver a concierge-level experience to our aircraft owner. This is a visible, trusted role for a seasoned captain who thrives in dynamic, owner-focused environments.

What You’ll Do

Serve as the primary contact for aircraft and trip matters related to the Challenger 350.

Plan and execute safe, efficient flights in accordance with Federal Aviation Regulations and Jet Linx procedures (Part 91/135).

Manage duty, flight, and rest periods to meet company and CFR requirements.

Maintain proactive, timely communication on standby assignments, trip notifications, position calls, and pre-/post-flight reports.

Oversee and maintain EFB hardware, applications, and data integrity.

Ensure navigation charts, publications, and company manuals remain current.

Partner with the Regional Vice President and concierge team to coordinate trip logistics and owner preferences.

Exercise schedule flexibility to support aircraft and owner needs, including nights, weekends, and holidays.

Mentor additional crew members, fostering a culture of professionalism aligned with Jet Linx core values.

Maintain a current first-class medical and apply strong, proactive decision-making in all phases of flight.

What You’ll Bring

Flight time minimums: 4,000 total time

2,000 PIC

1,500 jet / 500 jet PIC

1,000 turbine / 1,000 turbine PIC

1,000 multi-engine / 500 multi-engine PIC

300 instrument

Challenger 350: at least 500 PIC in type

Training: Initial or recurrent Part 142 training in type within the last 24 months (preferred).

Credentials: Current first-class medical, valid passport, FCC Restricted Radio Operator License, ability to obtain a U.S. driver’s license, and proof of eligibility to work in the United States.

Compliance: Pass pre-employment drug screening and participate in random drug and alcohol testing; complete an FAA Pilot Records Database review with a System Chief Pilot.

Travel: Unrestricted travel to EU, Canadian, and Caribbean countries.

Education:

Bachelor’s degree or equivalent work experience required; CAM certification preferred.

Location: Live within—or be willing to relocate within—a two-hour call-out of the home base.

Work environment: Frequent work around aircraft/terminals; ability to move up to 50 pounds regularly.

Pay & Benefits

Base salary: $280,000 – $325,000 annually (commensurate with location, aircraft size, education, training, and experience)

Health: Medical, dental, and vision insurance

Retirement: 401(k) with 6% company match

Time off: Paid time off

Coverage: Company-paid life and short-term disability

Ready to Lead?

If you’re a high-time Challenger 350 captain who leads by example, communicates with clarity, and delivers a best-in-class owner experience, we’d love to connect.

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Worksite address

wheeling, IL, 60090, US

Who can apply

Review the original listing for work authorization, qualifications and employer requirements.

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